The Experts below are selected from a list of 30 Experts worldwide ranked by ideXlab platform
Juan J. Vaquero - One of the best experts on this subject based on the ideXlab platform.
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Dibenzopyridoimidazocinnolinium cations: a new family of light-up fluorescent DNA probes
Organic Chemistry Frontiers, 2018Co-Authors: Pedro Bosch, David Sucunza, Francisco Mendicuti, Alberto Domingo, Juan J. VaqueroAbstract:Steady-state and time-resolved fluorescence, circular dichroism and molecular modelling techniques have been applied to a new family of weakly fluorescent dibenzopyridoimidazocinnolinium derivatives whose fluorescence intensity increases significantly (larger than × 3.5) upon DNA addition. The synthesis of these azonia cations, which bind to DNA by intercalation, was carried out using a Westphal Condensation and a Suzuki cross coupling reaction as key steps. A live-cell staining analysis by confocal microscopy imaging was also performed and showed the capacity of these new compounds for active uptake and accumulation by living cells, with complex patterns of intracellular distribution observed.
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Benzo[f]azino[2,1-a]phthalazinium cations: novel DNA intercalating chromophores with antiproliferative activity.
Journal of medicinal chemistry, 2004Co-Authors: Valentin Martinez, Julio Alvarez-builla, Alberto Domingo, Carolina Burgos, Gerónimo Fernández, Raquel Garcı́a-nieto, Federico Gago, Ignacio Manzanares, Carmen Cuevas, Juan J. VaqueroAbstract:New azaquinolizinium-type cations have been obtained from isochromane. The synthesis was completed over seven steps and included as the key feature an intramolecular Westphal Condensation. This first example of the intramolecular process allowed the preparation of benzo-[f]pyrido[2,1-a]phthalazinium and benzo[f]quino[2,1-a]phthalazinium salts, which were evaluated as DNA intercalators, DNA topoisomerase I inhibitors, and antiproliferative compounds. Both cationic systems behave as DNA intercalators and exhibit antiproliferative activity. The pentacyclic benzo[f]quino[2,1-a]phthalazinium cations also have an inhibitory effect on the catalytic activity of DNA topoisomerase I, without trapping of cleavage complexes. Structural characterization using density functional theory indicates that the fused ring systems are slightly nonplanar, and additional molecular modeling studies suggest a preferred orientation for the intercalating chromophores within a typical CpG or TpG intercalation site.
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Westphal Condensation of n aminocycloiminium salts synthesis of fused pyridazinium derivatives
European Journal of Organic Chemistry, 1992Co-Authors: M. P. Matia, Juan J. Vaquero, Jose L Garcianavio, Julio AlvarezbuillaAbstract:A series of α-alkyl-N-aminoazinium and -azolium salts 1–15 have been condensed with 1,2-dicarbonyl compounds to produce new heterocyclic cationic species 17–25 with a quaternary nitrogen atom in the bridgehead position.
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New uses of Westphal Condensation : synthesis of flavocorylene and related indolo[2,3-a]quinolizinium salts
Tetrahedron Letters, 1991Co-Authors: M. P. Matia, Jesús Ezquerra, José L. García-navío, Juan J. Vaquero, Julio Alvarez-buillaAbstract:Abstract Using the Westphal Condensation, flavocorylene and related Indolo[2,3-a]-quinolizinium salts have been prepared in two steps, starting from commercially available β-carboline derivatives.
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New uses of the Westphal Condensation. Synthesis of pi-donor-pi-acceptor heterocycles.
Tetrahedron, 1991Co-Authors: M. P. Matia, Jesús Ezquerra, José L. García-navío, Juan J. Vaquero, Francisco Sánchez-ferrando, Julio Alvarez-buillaAbstract:Authors wish to acknowledge the assistance provided by LILLY S.A. in Nmr analysis, and to the Comision Interministerial de Ciencia y Tecnologia (CICYT) for financial support ( Project PB87-0755J
Julio Alvarez-builla - One of the best experts on this subject based on the ideXlab platform.
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Benzo[f]azino[2,1-a]phthalazinium cations: novel DNA intercalating chromophores with antiproliferative activity.
Journal of medicinal chemistry, 2004Co-Authors: Valentin Martinez, Julio Alvarez-builla, Alberto Domingo, Carolina Burgos, Gerónimo Fernández, Raquel Garcı́a-nieto, Federico Gago, Ignacio Manzanares, Carmen Cuevas, Juan J. VaqueroAbstract:New azaquinolizinium-type cations have been obtained from isochromane. The synthesis was completed over seven steps and included as the key feature an intramolecular Westphal Condensation. This first example of the intramolecular process allowed the preparation of benzo-[f]pyrido[2,1-a]phthalazinium and benzo[f]quino[2,1-a]phthalazinium salts, which were evaluated as DNA intercalators, DNA topoisomerase I inhibitors, and antiproliferative compounds. Both cationic systems behave as DNA intercalators and exhibit antiproliferative activity. The pentacyclic benzo[f]quino[2,1-a]phthalazinium cations also have an inhibitory effect on the catalytic activity of DNA topoisomerase I, without trapping of cleavage complexes. Structural characterization using density functional theory indicates that the fused ring systems are slightly nonplanar, and additional molecular modeling studies suggest a preferred orientation for the intercalating chromophores within a typical CpG or TpG intercalation site.
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New uses of Westphal Condensation : synthesis of flavocorylene and related indolo[2,3-a]quinolizinium salts
Tetrahedron Letters, 1991Co-Authors: M. P. Matia, Jesús Ezquerra, José L. García-navío, Juan J. Vaquero, Julio Alvarez-buillaAbstract:Abstract Using the Westphal Condensation, flavocorylene and related Indolo[2,3-a]-quinolizinium salts have been prepared in two steps, starting from commercially available β-carboline derivatives.
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New uses of the Westphal Condensation. Synthesis of pi-donor-pi-acceptor heterocycles.
Tetrahedron, 1991Co-Authors: M. P. Matia, Jesús Ezquerra, José L. García-navío, Juan J. Vaquero, Francisco Sánchez-ferrando, Julio Alvarez-buillaAbstract:Authors wish to acknowledge the assistance provided by LILLY S.A. in Nmr analysis, and to the Comision Interministerial de Ciencia y Tecnologia (CICYT) for financial support ( Project PB87-0755J
M. P. Matia - One of the best experts on this subject based on the ideXlab platform.
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Westphal Condensation of n aminocycloiminium salts synthesis of fused pyridazinium derivatives
European Journal of Organic Chemistry, 1992Co-Authors: M. P. Matia, Juan J. Vaquero, Jose L Garcianavio, Julio AlvarezbuillaAbstract:A series of α-alkyl-N-aminoazinium and -azolium salts 1–15 have been condensed with 1,2-dicarbonyl compounds to produce new heterocyclic cationic species 17–25 with a quaternary nitrogen atom in the bridgehead position.
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New uses of Westphal Condensation : synthesis of flavocorylene and related indolo[2,3-a]quinolizinium salts
Tetrahedron Letters, 1991Co-Authors: M. P. Matia, Jesús Ezquerra, José L. García-navío, Juan J. Vaquero, Julio Alvarez-buillaAbstract:Abstract Using the Westphal Condensation, flavocorylene and related Indolo[2,3-a]-quinolizinium salts have been prepared in two steps, starting from commercially available β-carboline derivatives.
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New uses of the Westphal Condensation. Synthesis of pi-donor-pi-acceptor heterocycles.
Tetrahedron, 1991Co-Authors: M. P. Matia, Jesús Ezquerra, José L. García-navío, Juan J. Vaquero, Francisco Sánchez-ferrando, Julio Alvarez-buillaAbstract:Authors wish to acknowledge the assistance provided by LILLY S.A. in Nmr analysis, and to the Comision Interministerial de Ciencia y Tecnologia (CICYT) for financial support ( Project PB87-0755J
Sanjay V. Malhotra - One of the best experts on this subject based on the ideXlab platform.
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microwave assisted Westphal Condensation and its application to synthesis of sempervirine and related compounds
ChemInform, 2013Co-Authors: T Chinta S Rao, Sanjay Saha, Gajendra B. Raolji, Balaram Patro, Prabhaker Risbood, Michael J. Difilippantonio, Joseph E. Tomaszewski, Sanjay V. MalhotraAbstract:Westphal Condensation of pyridoindolium bromide (I) with 1,2-cyclohexadione followed by ester hydrolysis and decarboxylation provides title compound (IIIa), a potent lead in anticancer therapeutics.
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Microwave‐Assisted Westphal Condensation and Its Application to Synthesis of Sempervirine and Related Compounds.
ChemInform, 2013Co-Authors: T.s. Chinta Rao, Sanjay Saha, Gajendra B. Raolji, Balaram Patro, Prabhaker Risbood, Michael J. Difilippantonio, Joseph E. Tomaszewski, Sanjay V. MalhotraAbstract:Westphal Condensation of pyridoindolium bromide (I) with 1,2-cyclohexadione followed by ester hydrolysis and decarboxylation provides title compound (IIIa), a potent lead in anticancer therapeutics.
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Microwave assisted Westphal Condensation and its application to synthesis of sempervirine and related compounds
Tetrahedron Letters, 2013Co-Authors: T.s. Chinta Rao, Sanjay Saha, Gajendra B. Raolji, Balaram Patro, Prabhaker Risbood, Michael J. Difilippantonio, Joseph E. Tomaszewski, Sanjay V. MalhotraAbstract:Abstract A concise synthesis of a potent lead in anticancer therapeutics, sempervirine, was achieved by one pot Westphal Condensation, ester hydrolysis, and decarboxylation under microwave irradiation. The method was extended to the synthesis of several similar heterocycles.
Jesús Ezquerra - One of the best experts on this subject based on the ideXlab platform.
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New uses of Westphal Condensation : synthesis of flavocorylene and related indolo[2,3-a]quinolizinium salts
Tetrahedron Letters, 1991Co-Authors: M. P. Matia, Jesús Ezquerra, José L. García-navío, Juan J. Vaquero, Julio Alvarez-buillaAbstract:Abstract Using the Westphal Condensation, flavocorylene and related Indolo[2,3-a]-quinolizinium salts have been prepared in two steps, starting from commercially available β-carboline derivatives.
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New uses of the Westphal Condensation. Synthesis of pi-donor-pi-acceptor heterocycles.
Tetrahedron, 1991Co-Authors: M. P. Matia, Jesús Ezquerra, José L. García-navío, Juan J. Vaquero, Francisco Sánchez-ferrando, Julio Alvarez-buillaAbstract:Authors wish to acknowledge the assistance provided by LILLY S.A. in Nmr analysis, and to the Comision Interministerial de Ciencia y Tecnologia (CICYT) for financial support ( Project PB87-0755J
